Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents
Stephen D. Ramgren, Liana Hie, Yuxuan Ye, and Neil K. Garg
Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569, United States
Org. Lett., Article ASAP
Publication Date (Web): July 23, 2013 (Letter)
DOI: 10.1021/ol401727y
The nickel-catalyzed Suzuki–Miyaura coupling of aryl halides and phenol-derived substrates with aryl boronic acids using green solvents, such as 2-Me-THF and tert-amyl alcohol, is reported. This methodology employs the commercially available and air-stable precatalyst, NiCl2(PCy3)2, and gives biaryl products in synthetically useful to excellent yields. Using this protocol, bis(heterocyclic) frameworks can be assembled efficiently.